EP1569628B1 - Neue verwendung von lycopin zur behandlung von erkrankungen im zusammenhang mit androgenwirkung - Google Patents

Neue verwendung von lycopin zur behandlung von erkrankungen im zusammenhang mit androgenwirkung Download PDF

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Publication number
EP1569628B1
EP1569628B1 EP03785727A EP03785727A EP1569628B1 EP 1569628 B1 EP1569628 B1 EP 1569628B1 EP 03785727 A EP03785727 A EP 03785727A EP 03785727 A EP03785727 A EP 03785727A EP 1569628 B1 EP1569628 B1 EP 1569628B1
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Prior art keywords
derivatives
glucosinolate
isothiocyanate
acid
equimolar amounts
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French (fr)
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EP1569628A1 (de
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Luca Barella
Regina Goralczyk
Ulrich Siler
Karin Wertz
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DSM IP Assets BV
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A61K31/355—Tocopherols, e.g. vitamin E
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/01—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365—Lactones
    • A61K31/375—Ascorbic acid, i.e. vitamin C; Salts thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/04—Drugs for genital or sexual disorders; Contraceptives for inducing labour or abortion; Uterotonics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
    • A61P5/28—Antiandrogens
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives

Definitions

  • the present invention relates to a novel use of lycopene. More particularly, the invention relates to the use of lycopene for prevention, incidence risk reduction, coadjuvant treatment or treatment of non-cancerous symptoms and/or pathologies, which are associated with, favored by or caused by androgen signalling, or which are sensitive to a reduction of androgen signalling. More specifically, the present invention relates to the use of lycopene in the primary prevention and incidence risk reduction of non-cancerous symptoms and/or pathologies (i.e., the prophylactic supplementation of healthy subjects), in the treatment or the coadjuvant treatment of non-eancerotts symptoms and/or pathologies (i.e.
  • the supplementation as therapy or accompanying a running therapy
  • the secondary prevention of non-cancerous symptoms and/or pathologies i.e., the supplementation after a successful therapy for the prevention of relapse
  • the supplementation after a successful therapy for the prevention of relapse which are associated with, favored by or caused by androgen signalling or which are sensitive to a reduction of androgen signalling.
  • Androgen signalling is elementary for the development and maintenance of a variety of physiological functions. In males as well as in females, androgen signalling within physiological windows is necessary, and signalling intensities outside physiological ranges lead to symptoms or pathologies, whose shape or intensity alter according to androgen signalling level.
  • PCOS Polycystic ovary syndrome
  • WO 01/22958 shows a pharmaceutical composition containing lycopene in combination with a flavinoid, an amino acid, magnesium, ascorbate, and Vitamin E that can be used to prevent or treat vascular disorders.
  • WO 02/058683 (Lycored Natural Products Industries, Ltd) teaches a composition which lowers blood pressure containing a carotenoid which is selected from the group consisting of lycopene, phytofluene, phytoene, astaxanthin, cathaxanthin, and mixtures thereof.
  • the present invention in one aspect is concerned with the use of lycopene in the manufacture of a composition for the primary and secondary prevention, incidence risk reduction, coadjuvant treatment or treatment of non-cancerous symptoms and/or pathologies, which are associated with, favored by or caused by androgen signalling, or which are sensitive to a reduction of androgen signalling wherein the symptoms and/or pathologies are selected from the group consisting of: polycystic ovary syndrome, hyperandrogenic chronic anovulation, female fertility, ovarian hyperstimulation syndrome, amenorrhea, obesity, accumulation of abdominal fat, hirsutism, menstrual disorder, hyperandrogenism, congenital adrenal hyperplasia (CAH) and stress induced imbalance of androgen signalling.
  • the symptoms and/or pathologies are selected from the group consisting of: polycystic ovary syndrome, hyperandrogenic chronic anovulation, female fertility, ovarian hyperstimulation syndrome, amenorrhea,
  • the present invention is concerned with a method of prevention or treatment of symptoms or pathologies associated with androgen signalling, which comprises administering to a subject (mammal or non-mammal, human or pet including birds and fish, or mammal or non-mammal farm animal) in need of such treatment for therapy or prophylaxis an effective amount of lycopene.
  • the invention is concerned with a method of treating non-cancerous symptoms and/or pathologies sensitive to lycopene comprising administering to a mammal, mammal or non-mammal pets including birds and fish, or mammal or non-mammal farm animal in need of such treatment an amount of lycopene, wherein said amount leads to a reduction of androgen signalling.
  • lycopene is used together with vitamin E and/or vitamin C.
  • vitamin E includes racemic vitamin E (D,L- ⁇ -tocopherol) or natural vitamin E, as well as derivatives thereof which have biological vitamin E activity, e.g. carboxylic acid esters, such as vitamin E acetate, propionate, butyrate or succinate;and 6-hdroxy-2,5,7,8-tetramethylchroman-2-carboxylic aid (also called Trolox ®) and Trolox®-lipoate.
  • vitamin C as used herein includes derivatives thereof, which have biological vitamin C activity, e.g. esters and salts, such as sodium ascorbate, sodium ascorbyl phosphate, sodium ascorbyl polyphosphates and ascorbyl palmitate.
  • lycopene or lycopene in combination with vitamin E and/or vitamin C is used together with one or more of the following compounds:
  • lycopene is administered to the subject or a mammal in need of such treatment, i.e. humans, pets or farm animals including birds and fish, in an amount which leads to a reduction of androgen signalling.
  • amount is preferably one that results in a plasma concentration of 0.01 to 6 ⁇ M (micromolar) and may be within the range of from about 0.0005 mg/kg body weight to about 5 mg/kg body weight per day.
  • lycopene is administered in combination with about 0.2 mg/kg body weight to about 30 mg/kg body weight of vitamin C per day and /or about 0.01 mg/kg body weight to about 15 mg/kg body weight of vitamin E per day.
  • lycopene or the combination of lycopene with vitamin C and/or vitamin E may, furthermore, be co-administered together with one or more of following ingredients within dosage ranges set forth below in "mg/kg” or “ ⁇ g/kg” or “ng/kg” meaning "mg/kg body weight” or “ ⁇ g/kg body weight” or “ng/kg body weight”: Silymarin 0.01mg/kg to 100mg/kg Silybin or equimolar amounts of derivatives 0.01mg/kg to 100mg/kg Isosilybin or equimolar amounts of derivatives 0.01mg/kg to 100mg/kg Silydianin or equimolar amounts of derivatives 0.01mg/kg to 100mg/kg Silychristin or equimolar amounts of derivatives 0.01mg/kg to 100mg/kg Extract of Saw Palmetto (lipophilic (liposterolic) berry extract containing 80 to 90 percent fatty acids
  • eicosapentaenoic acid [C20: 5, omega-3] or equimolar amounts of very-long-chain omega-3 fatty acides mentioned above 0.001g/kg to 0.05g/kg
  • Shark cartilage extract 0.001g/kg to 0.1g/kg
  • Glucosinolate derivatives 0.01mg/kg to 200mg/kg e.g. 4-methylsulfinylbutyl glucosinolate (glucoraphanin) or equimolar amounts of glucosinolate derivatives mentioned above
  • Lycopene or a combination of lycopene, vitamin C and/or vitamin E, optionally together with compounds (a) to (pp) can find use in accordance with the present invention for the completion of human nutrition, nutrition of pets and farm animals, or medical treatment of subjects, especially mammals.
  • compositions may be solid or liquid galenical formulations, dietary compositions or animal feed compositions.
  • solid galenical formulations are tablets, capsules (e.g. hard or soft shell gelatin capsules), pills, sachets, powders, granules and the like which contain the active ingredient together with conventional galenical carriers.
  • Any conventional carrier material can be utilized.
  • the carrier material can be organic or inorganic inert carrier material suitable for oral administration. Suitable carriers include water, gelatin, gum arabic, lactose, starch, magnesium stearate, talc, vegetable oils, and the like.
  • additives such as flavouring agents, preservatives, stabilizers, emulsifying agents, buffers and the like may be added in accordance with accepted practices of pharmaceutical compounding. They may also be used in dietary compositions which may be a food, a food premix or a fortified food or a beverage. While the individual active ingredients are suitably administered in a single composition they may also be administered in individual dosage units.
  • lycopene is used in accordance with the present invention together with vitamin E, or with vitamin C or with vitamin C and vitamin E.
  • Preferred additional components are as additional active ingredients compound (a), (b), (c), (e), (f), (h), (i), (1), (m), (n), (o), (p), (q), (r), (t), (u), (v), (w), (x), (mm), (oo), (pp), more preferably the active ingredients are (a), (b), (c), (e), (f) (h), (i), (o), (q), (r), (v), (mm) and (pp).
  • a tablet for the coadjuvant treatment of feminine acne is formulated to contain 5 mg of lycopene, 200 mg of vitamin E, 250 mg of vitamin C, 37.5 mg of resveratrol.
  • the daily dose corresponds to said amounts in form of two tablets with half of said amounts each.
  • a tablet for the prevention of polycystic ovary syndrome is formulated to contain 2.5 mg of lycopene, 250 mg of vitamin E, 100 mg of vitamin C, 100mg silymarin.

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  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Endocrinology (AREA)
  • Epidemiology (AREA)
  • Diabetes (AREA)
  • Reproductive Health (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Emergency Medicine (AREA)
  • Child & Adolescent Psychology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Pregnancy & Childbirth (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Dermatology (AREA)
  • Urology & Nephrology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (5)

  1. Verwendung von Lycopin bei der Herstellung einer Zusammensetzung zur primären und sekundären Vorbeugung, Verringerung des Inzidenzrisikos, koadjuvanten Behandlung oder Behandlung von nichtkanzerösen Symptomen und/oder Pathologien, die mit Androgensignalwirkung verbunden, davon begünstigt oder davon verursacht sind, oder die für eine Verringerung der Androgensignalwirkung empfindlich sind, wobei die Symptome und/oder Pathologien ausgewählt sind aus der Gruppe, bestehend aus dem polyzystischen ovariellen Syndrom, hyperandrogener chronischer Anovulation, weiblicher Infertilität, dem ovariellen Hyperstimulationssyndrom, Amenorrhoe, Oligomenorrhoe, Obesitas, Akkumulation von abdominellem Fett, Hirsutismus, Menstruationsstörung, Hyperandrogenismus, kongenitaler Nebennierenhyperplasie (CAH) und stressinduziertem Ungleichgewicht der Androgensignalwirkung.
  2. Verwendung gemäß Anspruch 1 von Lycopin in Kombination mit Vitamin E.
  3. Verwendung gemäß Anspruch 1 oder 2 von Lycopin in Kombination mit Vitamin E und/oder Vitamin C.
  4. Verwendung gemäß einem der Ansprüche 1 bis 3 von Lycopin in Kombination mit einer oder mehreren Verbindungen, ausgewählt aus:
    Silymarin, Silybin oder äquimolaren Mengen von Derivaten, Isosilybin oder äquimolaren Mengen von Derivaten, Silydianin oder äquimolaren Mengen von Derivaten, Silychristin oder äquimolaren Mengen von Derivaten, Sägepalme oder äquimolaren Mengen von Derivaten, freie Fettsäuren (Laurinsäure, Oleinsäure, Myristinsäure, Palmitinsäure) oder äquimolaren Mengen von Derivaten, Phytosterole (Sistosterol, Campesterol, Stigmasterol, Cycloartenol, Sitostanol, Campestanol) oder äquimolaren Mengen von Derivaten (langkettige Fettsäureacylester, Ferrulatester, Glycoside), Genisteinaglycon, Genisteinglucoside, Genisteinsulfate, Genisteinglucuronide, Apigenin, Quercetin oder äquimolaren Mengen von Derivaten (Quercetinglucoside, Quercetinglucuronide, Quercetinsulfate, Methylquercetin (Isohamnetin (3'-O-Methylquercetin), Tamarixetin (4'-O-Methylquercetin)), Myricetin, Kampferol, Resveratrol oder äquimolaren Mengen von Derivaten, Curcumin (Wirkstoffe von Curcuma Longa) oder äquimolaren Mengen von Derivaten (Desmethoxycurcumin, Bisdesmethoxycurcumin, Natriumcurcumionat, Bisdesmethylcurcumin, Tetrahydrocurcumin, Hexahydrocurcumin, Diacteylcurcumin, Triethylcurcumin) und/oder einer äquimolaren Menge seiner Hauptkomponenten (Curcumin(diferuloylmethan), Desmethoxycurcumin, Bisdesmethoxycurcumin) und/oder Derivaten davon (Glucuronide, Sulfate), Flufenaminsäure, Geldanamycin, Extrakt von Stephania hernandifolia und/oder einer oder mehrerer seiner Komponenten (beispielsweise 4-Desmethylhasubanonin, Epistephanin), Extrakt von Myrica rubra und/oder einem oder mehreren Derivaten davon und/oder einer oder mehreren seiner Komponenten, die Diarylheptanoide sind (Quercetin, Myricanon, Myricanol und Myricetin), genannt Acerogenin, und ihren Glycosiden, genannt Acerosid, und/oder Derivaten davon, Astaxanthin, β-Carotin, β-Cryptoxanthin, (-)-Epigallocatechingallat (EGCG) oder (-)-Epicatechingallat (ECG) oder äquimolaren Mengen von Derivaten, Lutein, Rhizoxin, Palmitoylrhizoxin, all-trans-Retinol, Retinolsäuren (all-trans-Retinolsäure und/oder 13-cis-Retinolsäure und/oder 9-cis-Retinolsäure) und/oder einem oder mehreren Derivaten davon (4-Hydroxyphenylretinamid oder Retinylester, wie z. B. all-trans-Retinylacetat); all-trans-Retinylacetat, all-trans-Retinolpalmitat, Vitamin D2 (Ergocalciferol), Vitamin D3, (Cholecalciferol), 1α,25-Dihydroxyvitamin D3, 25-Hydroxyvitamin D3, 1α,24R,25-Trihydroxyvitamin D3, 24,25-Dihydroxyvitamin D3, Zeaxanthin, Carnosinsäure, Carnosol, Depudecin, Eponemycin, Dihydroeponemycin, Epoxomicin, Ergosterol, Fisetin, Fumagillin, Lactacystin, Luteolin, Motuporamin C, Ovalicin, Radicicol, Squalamin, Isoliquiritin, Isoliquiritigenin, sehr langkettigen omega-3-Fettsäuren (Eicosapentaensäure [C20:5,omega-3], Decosahexaensäure [C22:6,omega-3], mehrfach ungesättigte ω-3-Fettsäuren), Haifischknorpelextrakt, Glucosinolatderivativen (Methylsulfinylalkylglucosinolate (1-Methylsulfinylmethylglucosinolat, 2-Methylsulfinylethylqlucosinolat, 3-Methylsulfinylpropylglucosinolat (Glucoiberin), 4-Methylsulfinylbutylglucosinolat (Glucoraphanin), 5-Methylsulfinylpentylglucosinolat (Glucoalysin), 6-Methylsulfinylhexylglucosinolat, 7-Methylsulfinylheptylglucosinolat, 8-Methylsulfinyloctylglucosinolat, 9-Methylsulfinylnonylglucosinolat, 10-Methylsulfinyldodecylglucosinolat) oder Allylglucosinolat (Sinigrin) oder Indol-3-ylmethylglucosinolat (Glucobrassicin) oder Derivaten davon (N-Methoxyindol-3-ylmethylglucosinolat (Neoglucobrassicin), 4-Hydroxyindol-3-ylmethylglucosinolat (4-OH-Glucobrassicin), 4-Methoxyindol-3-ylmethylglucosinolat (4-CH3O-Glucobrassicin)) oder Phenylethylglucosinolat (Gluconasturtiin) oder 3-Butenylglucosinolat (Gluconapin)), Isothiocyanatderivaten (Methylsulfinylalkylisothiocyanat (1-Methylsulfinylmethylisothiocyanat, 2-Methylsulfinylethylisothiocyanat, 3-Methylsulfinylpropylisothiocyanat, 4-Methylsulfinylbutylisothiocyanat (Sulforaphan), 5-Methylsulfinylpentylisothiocyanat, 6-Methylsulfinylhexylisothiocyanat (6-HITC), 7-Methylsulfinylheptylisothiocyanat, 8-Methylsulfinyloctylisothiocyanat, 9-Methylsulfinylnonylisothiocyanat, 10-Methylsulfinyldodecylisothiocyanat) oder Allylisothiocyanat, Indol-3-ylmethylisothiocyanat, N-Methoxyindol-3-ylmethylisothiocyanat, 4-Hydroxyindol-3-ylmethylisothiocyanat, 4-Methoxyindol-3-ylmethylisothiocyanat, 3-Indolmethanol, Phenylethylisothiocyanat (PEITC), 3-Butenylisothiocyanat).
  5. Verwendung gemäß Anspruch 1, wobei die Pathologie Hirsutismus ist.
EP03785727A 2002-12-06 2003-12-04 Neue verwendung von lycopin zur behandlung von erkrankungen im zusammenhang mit androgenwirkung Expired - Lifetime EP1569628B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP03785727A EP1569628B1 (de) 2002-12-06 2003-12-04 Neue verwendung von lycopin zur behandlung von erkrankungen im zusammenhang mit androgenwirkung

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EP02027244 2002-12-06
EP02027244 2002-12-06
PCT/EP2003/013665 WO2004052351A1 (en) 2002-12-06 2003-12-04 Novel use of lycopene
EP03785727A EP1569628B1 (de) 2002-12-06 2003-12-04 Neue verwendung von lycopin zur behandlung von erkrankungen im zusammenhang mit androgenwirkung

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EP1569628A1 EP1569628A1 (de) 2005-09-07
EP1569628B1 true EP1569628B1 (de) 2009-07-22

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US (1) US20060069151A1 (de)
EP (1) EP1569628B1 (de)
JP (1) JP2006510647A (de)
CN (1) CN1720030A (de)
AU (1) AU2003294778A1 (de)
DE (1) DE60328517D1 (de)
ES (1) ES2329238T3 (de)
IL (1) IL168386A (de)
WO (1) WO2004052351A1 (de)

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CN1720030A (zh) 2006-01-11
EP1569628A1 (de) 2005-09-07
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WO2004052351A1 (en) 2004-06-24
IL168386A (en) 2010-12-30

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